Chincoteague Vacation Rentals

Join us for the vacation you will not forget with a vacation from Seaside Vacation rentals. Chincoteague Island has been voted "Best Small Beach Town" & "Happiest Seaside Town". We call it pure paradise and the perfect island getaway!

Seaside Vacations has so many beautiful vacation homes on Chincoteague Island, VA. Our Chincoteague rentals contain a large selection of waterfront, water view, pet friendly, and rentals with pool access. All rental properties are fully furnished and filled with the amenities that will make any family vacation memorable. Enjoy the views of Chincoteague in an amazing vacation home just for you and your family.

Conveniently located on the Eastern Shore of Virginia, Chincoteague is your escape from the large beach resorts. Experience Chincoteague Island and live like a Local in a home rather than a hotel. Most properties are located near downtown Chincoteague, perfect walking distance to restaurants, and shopping. Or just spend the day on your private boat dock. Plan a family friendly vacation with our wide selection of vacation rentals; including with your pet in our pet-friendly rentals.

You can enjoy Historic Downtown, take a Boat Tour, or frolic on the Beach at Assateague National Seashore. Visit Assateague Island, home of the famous wild Chincoteague ponies at the Chincoteague National Wildlife Refuge. Spend the day fishing in Chincoteague Bay or visiting our quaint shops downtown. There is so much to do, you won't know where to begin!

Call us today to book a Chincoteague Island vacation rental for your family, a long weekend getaway, or a family reunion. Whatever your needs in a rental property may be, Seaside Vacations is here to assist you.

Welcome to Seaside Vacations!

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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Beach Blessing
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Frankies Place
  • Pets Allowed
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Chincoteague Island, VA
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sand Dollar Cottage West 1
  • Pets Allowed
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 203-S
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Island View
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Greenbackville, VA
  • 10 Guests
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Code: Aqua Vista
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 208-S
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Slack Tide
  • Pets Allowed
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sand Dollar Cottage East 3
  • Pets Allowed
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Chincoteague Island, VA
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: The C-Ray Cottage
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sand Dollar Cottage South 2
  • Pets Allowed
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Chincoteague Island, VA
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathrooms
  • Code: Painted Pony Cottage
  • Pets Allowed
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Chincoteague Island, VA
  • 7 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Epiphany
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Smooth Sailing
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 107-A
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Sunrise Serenade
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Code: Porthole
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Chincoteague Island, VA
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Sunset Foals
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Chincoteague Island, VA
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Les Bon Temps
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Chincoteague Island, VA
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Assateague Inn 213-2R
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Sunrise Sonata
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 110-S
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 106-S
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Angel`s View
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